Copper-catalyzed thiolation of imidazo[1,2-a]pyridines with (hetero)aryl thiols using molecular oxygen

被引：34

作者：

Zheng, Zhishuo ^{[1
]}

Qi, Deyu ^{[1
]}

Shi, Lei ^{[2
]}

机构：

[1] S China Univ Technol, Sch Comp Sci & Engn, Guangzhou 510640, Guangdong, Peoples R China

[2] Guangdong Univ Educ, Dept Chem, Guangzhou 510640, Guangdong, Peoples R China

来源：

CATALYSIS COMMUNICATIONS | 2015年 / 66卷

关键词：

Copper-catalyzed; Thiolation; Imidazo[1,2-a]pyridines; (Hetero)aryl thiols; Molecular oxygen; S BOND FORMATION; P-ARYLTHIO CINNAMIDES; C-H BONDS; REGIOSELECTIVE SULFENYLATION; ANTAGONISTS; C-3;

D O I：

10.1016/j.catcom.2015.03.023

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new and facile copper-catalyzed thiolation of imidazo[1,2-a]pyridines with (hetero)aryl thiols was developed for the formation of C-S bond by using molecular oxygen as oxidant under base-free conditions. The presented protocol has provided the selective C-3 sulfenated products with good yield. A computational study was carried out by using the B3LYP density functional theory to elucidate the regioselectivity of C-2 and C-3. Calculation results indicated that the thiolation toward C-3 was easier and smoother, which was consistent with our experiment results. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：83 / 86

页数：4

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